Hydrochloric Acid → 1-(3-Bromo-4-cyclohexyloxy-phenyl)-hexan-2-one

HRID 402002ノート

反応式

HRID 402002 の反応式
[Br:1][C:2]1[CH:7]=[C:6](/[CH:8]=[C:9](/[N+]([O-])=O)\[CH2:10][CH2:11][CH2:12][CH3:13])[CH:5]=[CH:4][C:3]=1[O:17][CH:18]1[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1.Cl.C[OH:26]>[Fe]>[Br:1][C:2]1[CH:7]=[C:6]([CH2:8][C:9](=[O:26])[CH2:10][CH2:11][CH2:12][CH3:13])[CH:5]=[CH:4][C:3]=1[O:17][CH:18]1[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 673721002-bromo-1-cyclohexyloxy-4-((E)-2-nitro-hex-1-enyl)-benzene

生成物 1

HCID 673736281-(3-Bromo-4-cyclohexyloxy-phenyl)-hexan-2-one

試薬・触媒・溶媒 1

HCID 23925Iron触媒

実験手順

2-Bromo-1-cyclohexyloxy-4-((E)-2-nitro-hex-1-enyl)-benzene (8.3 mmol, 3.2 g), and iron powder (41.8 mmol, 2.3 g) were dispersed in methanol (20 mL), 3.0 N HCl (20 mL) and heated to reflux for 3.0 h. Cooled the reaction mixture to room temperature, filtered through celite washed with ether. Organic layer separated, dried (Na2SO4) filtered and concentrated under reduced pressure to provide 1-(3-Bromo-4-cyclohexyloxy-phenyl)-hexan-2-one (2.5 g).

後処理

  1. temperatureto reflux for 3.0 h
  2. filtrationfiltered through celite
  3. washwashed with ether
  4. customOrganic layer separated
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-ba8fa05709194d198a384db51d42ff75
出典データセット
uspto-grants-2014_06
特許番号
US08741900B2

反応ノート

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